US5792737A - Mild, aqueous, surfactant preparation for cosmetic purposes and as detergent - Google Patents
Mild, aqueous, surfactant preparation for cosmetic purposes and as detergent Download PDFInfo
- Publication number
- US5792737A US5792737A US08/843,552 US84355297A US5792737A US 5792737 A US5792737 A US 5792737A US 84355297 A US84355297 A US 84355297A US 5792737 A US5792737 A US 5792737A
- Authority
- US
- United States
- Prior art keywords
- betaine
- sup
- carbon atoms
- betaines
- mild
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 238000002360 preparation method Methods 0.000 title claims abstract description 30
- 239000004094 surface-active agent Substances 0.000 title claims abstract description 26
- 239000002537 cosmetic Substances 0.000 title claims abstract description 10
- 239000003599 detergent Substances 0.000 title claims abstract description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 23
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 17
- 229960003237 betaine Drugs 0.000 claims description 48
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 claims description 34
- KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical compound C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 claims description 34
- 239000002736 nonionic surfactant Substances 0.000 claims description 8
- FUWUEFKEXZQKKA-UHFFFAOYSA-N beta-thujaplicin Chemical compound CC(C)C=1C=CC=C(O)C(=O)C=1 FUWUEFKEXZQKKA-UHFFFAOYSA-N 0.000 claims description 4
- 125000000129 anionic group Chemical group 0.000 claims description 3
- TUFYVOCKVJOUIR-UHFFFAOYSA-N alpha-Thujaplicin Natural products CC(C)C=1C=CC=CC(=O)C=1O TUFYVOCKVJOUIR-UHFFFAOYSA-N 0.000 claims description 2
- 239000004615 ingredient Substances 0.000 claims description 2
- 229930007845 β-thujaplicin Natural products 0.000 claims description 2
- 230000000622 irritating effect Effects 0.000 abstract description 12
- 239000006210 lotion Substances 0.000 abstract description 5
- 239000002453 shampoo Substances 0.000 abstract description 5
- 239000000203 mixture Substances 0.000 description 30
- 238000009472 formulation Methods 0.000 description 22
- 235000014113 dietary fatty acids Nutrition 0.000 description 15
- 239000000194 fatty acid Substances 0.000 description 15
- 229930195729 fatty acid Natural products 0.000 description 15
- 235000019864 coconut oil Nutrition 0.000 description 12
- 239000003240 coconut oil Substances 0.000 description 12
- 150000004665 fatty acids Chemical class 0.000 description 12
- -1 alkyl ether sulfates Chemical class 0.000 description 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
- 125000005313 fatty acid group Chemical group 0.000 description 8
- 210000003743 erythrocyte Anatomy 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 206010018910 Haemolysis Diseases 0.000 description 6
- 230000008588 hemolysis Effects 0.000 description 6
- 239000003945 anionic surfactant Substances 0.000 description 5
- 239000002562 thickening agent Substances 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 239000002085 irritant Substances 0.000 description 4
- 239000002304 perfume Substances 0.000 description 4
- 229920000151 polyglycol Polymers 0.000 description 4
- 239000010695 polyglycol Substances 0.000 description 4
- KSAVQLQVUXSOCR-UHFFFAOYSA-M sodium lauroyl sarcosinate Chemical compound [Na+].CCCCCCCCCCCC(=O)N(C)CC([O-])=O KSAVQLQVUXSOCR-UHFFFAOYSA-M 0.000 description 4
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 3
- 150000001447 alkali salts Chemical class 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 230000009089 cytolysis Effects 0.000 description 3
- 239000000499 gel Substances 0.000 description 3
- 231100000021 irritant Toxicity 0.000 description 3
- 108700004121 sarkosyl Proteins 0.000 description 3
- 150000004666 short chain fatty acids Chemical group 0.000 description 3
- 229940045885 sodium lauroyl sarcosinate Drugs 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- TYTGWHZODQKWEF-UHFFFAOYSA-N 1-o-dodecyl 4-o-sulfo butanedioate Chemical compound CCCCCCCCCCCCOC(=O)CCC(=O)OS(O)(=O)=O TYTGWHZODQKWEF-UHFFFAOYSA-N 0.000 description 2
- 244000303965 Cyamopsis psoralioides Species 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- 241000208690 Hamamelis Species 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- POJWUDADGALRAB-UHFFFAOYSA-N allantoin Chemical compound NC(=O)NC1NC(=O)NC1=O POJWUDADGALRAB-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 2
- 230000003750 conditioning effect Effects 0.000 description 2
- 238000004925 denaturation Methods 0.000 description 2
- 230000036425 denaturation Effects 0.000 description 2
- SMVRDGHCVNAOIN-UHFFFAOYSA-L disodium;1-dodecoxydodecane;sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O.CCCCCCCCCCCCOCCCCCCCCCCCC SMVRDGHCVNAOIN-UHFFFAOYSA-L 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical class CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 238000000338 in vitro Methods 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 229940071180 lauryl sulfosuccinate Drugs 0.000 description 2
- 210000004400 mucous membrane Anatomy 0.000 description 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
- 229920000058 polyacrylate Polymers 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- JHDBMHFWQRTXLV-UHFFFAOYSA-N 1-dodecoxydodecane;2-sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O.CCCCCCCCCCCCOCCCCCCCCCCCC JHDBMHFWQRTXLV-UHFFFAOYSA-N 0.000 description 1
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 1
- RZRNAYUHWVFMIP-KTKRTIGZSA-N 1-oleoylglycerol Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-KTKRTIGZSA-N 0.000 description 1
- FKMHSNTVILORFA-UHFFFAOYSA-N 2-[2-(2-dodecoxyethoxy)ethoxy]ethanol Chemical compound CCCCCCCCCCCCOCCOCCOCCO FKMHSNTVILORFA-UHFFFAOYSA-N 0.000 description 1
- NIELXDCPHZJHGM-UHFFFAOYSA-N 2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol Chemical compound OCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO NIELXDCPHZJHGM-UHFFFAOYSA-N 0.000 description 1
- PUAQLLVFLMYYJJ-UHFFFAOYSA-N 2-aminopropiophenone Chemical compound CC(N)C(=O)C1=CC=CC=C1 PUAQLLVFLMYYJJ-UHFFFAOYSA-N 0.000 description 1
- OYINQIKIQCNQOX-UHFFFAOYSA-M 2-hydroxybutyl(trimethyl)azanium;chloride Chemical compound [Cl-].CCC(O)C[N+](C)(C)C OYINQIKIQCNQOX-UHFFFAOYSA-M 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- CYDQOEWLBCCFJZ-UHFFFAOYSA-N 4-(4-fluorophenyl)oxane-4-carboxylic acid Chemical compound C=1C=C(F)C=CC=1C1(C(=O)O)CCOCC1 CYDQOEWLBCCFJZ-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- POJWUDADGALRAB-PVQJCKRUSA-N Allantoin Natural products NC(=O)N[C@@H]1NC(=O)NC1=O POJWUDADGALRAB-PVQJCKRUSA-N 0.000 description 1
- 244000007835 Cyamopsis tetragonoloba Species 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical group C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 229930091371 Fructose Natural products 0.000 description 1
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 1
- 239000005715 Fructose Substances 0.000 description 1
- 239000004471 Glycine Substances 0.000 description 1
- 102000001554 Hemoglobins Human genes 0.000 description 1
- 108010054147 Hemoglobins Proteins 0.000 description 1
- 206010022998 Irritability Diseases 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- 239000004909 Moisturizer Substances 0.000 description 1
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical compound NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- PHYFQTYBJUILEZ-UHFFFAOYSA-N Trioleoylglycerol Natural products CCCCCCCCC=CCCCCCCCC(=O)OCC(OC(=O)CCCCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC PHYFQTYBJUILEZ-UHFFFAOYSA-N 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229920000615 alginic acid Polymers 0.000 description 1
- 235000010443 alginic acid Nutrition 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 229960000458 allantoin Drugs 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 210000000601 blood cell Anatomy 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 150000001720 carbohydrates Chemical group 0.000 description 1
- 210000004027 cell Anatomy 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 235000012000 cholesterol Nutrition 0.000 description 1
- MRUAUOIMASANKQ-UHFFFAOYSA-N cocamidopropyl betaine Chemical compound CCCCCCCCCCCC(=O)NCCC[N+](C)(C)CC([O-])=O MRUAUOIMASANKQ-UHFFFAOYSA-N 0.000 description 1
- 229940073507 cocamidopropyl betaine Drugs 0.000 description 1
- 229940071160 cocoate Drugs 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- GHVNFZFCNZKVNT-UHFFFAOYSA-M decanoate Chemical compound CCCCCCCCCC([O-])=O GHVNFZFCNZKVNT-UHFFFAOYSA-M 0.000 description 1
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical class CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 1
- 229940079868 disodium laureth sulfosuccinate Drugs 0.000 description 1
- YGAXLGGEEQLLKV-UHFFFAOYSA-L disodium;4-dodecoxy-4-oxo-2-sulfonatobutanoate Chemical compound [Na+].[Na+].CCCCCCCCCCCCOC(=O)CC(C([O-])=O)S([O-])(=O)=O YGAXLGGEEQLLKV-UHFFFAOYSA-L 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 125000005456 glyceride group Chemical group 0.000 description 1
- 229940075529 glyceryl stearate Drugs 0.000 description 1
- 239000003676 hair preparation Substances 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 229940057905 laureth-3 Drugs 0.000 description 1
- 125000000400 lauroyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 230000001333 moisturizer Effects 0.000 description 1
- 229960003966 nicotinamide Drugs 0.000 description 1
- 235000005152 nicotinamide Nutrition 0.000 description 1
- 239000011570 nicotinamide Substances 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-M octanoate Chemical compound CCCCCCCC([O-])=O WWZKQHOCKIZLMA-UHFFFAOYSA-M 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 229940086539 peg-7 glyceryl cocoate Drugs 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920001522 polyglycol ester Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- 239000001540 sodium lactate Substances 0.000 description 1
- 229940005581 sodium lactate Drugs 0.000 description 1
- 235000011088 sodium lactate Nutrition 0.000 description 1
- 229940057950 sodium laureth sulfate Drugs 0.000 description 1
- SXHLENDCVBIJFO-UHFFFAOYSA-M sodium;2-[2-(2-dodecoxyethoxy)ethoxy]ethyl sulfate Chemical compound [Na+].CCCCCCCCCCCCOCCOCCOCCOS([O-])(=O)=O SXHLENDCVBIJFO-UHFFFAOYSA-M 0.000 description 1
- CRPCXAMJWCDHFM-UHFFFAOYSA-M sodium;5-oxopyrrolidine-2-carboxylate Chemical compound [Na+].[O-]C(=O)C1CCC(=O)N1 CRPCXAMJWCDHFM-UHFFFAOYSA-M 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
- A61K8/442—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof substituted by amido group(s)
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/74—Biological properties of particular ingredients
- A61K2800/75—Anti-irritant
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/12—Preparations containing hair conditioners
Definitions
- the invention relates to mild, aqueous, surfactant preparations for cosmetic purpose and detergents.
- Betaines and, particularly amidopropyl betaines are used as amphoteric surfactants especially for hair preparations and in cleansing agent preparations for the skin, such as shampoos, foam gels and shower gels, which are gentle on the skin, and for intimate and body cosmetics. In addition to other desirable properties, they improve the dermatological properties of anionic and nonionic surfactants and cause the skin to feel pleasant. Furthermore, the betaines can also be used to advantage in cleansing agents, such as dish rinsing aids and detergents for delicate fabrics.
- amidopropyl betaines of the state of the art, particularly fatty acid amidopropyl betaines are used, the fatty acid groups of which generally have 8 to 18 or 12 to 18 carbon atoms in the mixture.
- the amidopropyl betaines of coconut oil fatty acids with the following composition, has proven to be particularly effective;
- An object of the present invention is aqueous, surfactant preparation for cosmetic purpose and detergents.
- surfactant preparations which contain, as surfactants, betaines of the general formula ##STR2## in which R is an alkyl group with 7 to 21 carbon atoms, 20 to 100% by weight of the betaines used as R group being an alkyl group with 7 to 9 carbon atoms, in an amount of 1.0 to 40% by weight of the preparation used.
- inventive preparations are appreciably milder and less irritant than those of the state of the art and lead to only slight or practically no irritations when used, for example, for face lotions, shampoos or lotions.
- German patent 30 11 549 teaches that alkyl ether sulfates, which have a larger proportion of alkyl groups with 14 carbon atoms, produce milder formulations than do alkyl ether sulfates, which have a larger proportion of groups with 12 carbon atoms and a smaller proportion of groups with 14 carbon atoms.
- inventive preparations contain these betaines in an amount of 1.5 to 20% by weight, based on the preparation.
- compositions in which more than 90% by weight of the betaines used have an alkyl group with 7 to 9 carbon atoms.
- the inventive preparations may contain anionic surfactants.
- anionic surfactants particularly alkyl ether sulfate and furthermore monoglyceride sulfates, alkyl ether carboxylic acids and their alkali salts may be mentioned as mild, skin-compatible detergents.
- Long-chain acyl sarcosinates or their alkali salts, such as sodium lauroyl sarcosinate, are a further preferred class of anionic surfactants.
- anionic surfactants suitable within the scope of the invention are alpha-olefin sulfonates, alkyl sulfates and their salts and, in particular, alkali salts of half esters of sulfosuccinic acid.
- inventive preparations can furthermore also contain nonionic surfactants.
- a preferred nonionic surfactant belongs to the class of alkyl polyglucosides of the general formula
- R is an alkyl group with 8 to 18 carbon atoms
- R 1 is an ethylene or propylene group
- Z is a saccharide group with 5 to 6 carbon atoms
- n is a number from 0 to 10 and x is a number between 1 and 5.
- alkyl polyglucosides of the above-named general formula are preferred as nonionic surfactants in the inventive compositions, it is also possible to use other nonionic surfactants instead of the ones mentioned or preferably a mixture thereof.
- nonionic surfactants are, for example, fatty acid esters of multihydric alcohols, such as glycerin, fatty acid polyglycol esters, fatty alcohol ethoxylates and mixed products of ethylene oxide and propylene oxide.
- Other nonionic surfactant components may be amine oxides and fatty acid monoalkanolamides and dialkanolamides.
- inventive, mild, aqueous, surfactant preparations may contain all materials normally used in such agents.
- stabilizers perfume oils, thickeners, which can originate from the group of associative thickeners or the group of polymeric thickeners, such as polyacrylic acid and its derivatives, cellulose derivatives and alginates, dyes, conditioning and cosmetic components, such as cationic, amphoteric polymers, lanolin derivatives, cholesterol, pentothenic acid, polydimethylsiloxanes or their derivatives, preservatives, with the exception of hinokitiol, etc.
- associative thickeners such as polyacrylic acid and its derivatives, cellulose derivatives and alginates, dyes, conditioning and cosmetic components, such as cationic, amphoteric polymers, lanolin derivatives, cholesterol, pentothenic acid, polydimethylsiloxanes or their derivatives, preservatives, with the exception of hinokitiol, etc.
- polymeric thickeners such as polyacrylic acid and its derivatives, cellulose derivatives and alginates, dyes, conditioning and cosmetic components, such as cati
- a hypoirritant surfactant preparation similar to the one herein disclosed, was taught by Hayakawa, EP 500,946.
- Hayakawa requires the use of hinokitoil or a salt thereof, as a necessary ingredient.
- the inventor of the herein disclosed compound has found that a less irritating compound can be made if hinokitoil is excluded. Further, this less irritating compound is better suited for some of the disclosed applications such as cosmetic preparations.
- the inventive products are prepared by stirring the individual components together in water. Mixtures of different components can also be used.
- the physiological compatibility of fatty acid amidopropyl betaines, derived from fatty acids of different chain lengths, is investigated with the help of an in vitro method, the erythrocyte test (RBC).
- RBC test is described by J. W. Pape and U. Hoppe in the journal, Arzneim.-Forsch./Drug Res. 40, 498, (1990) and is carried out as described there.
- the destruction of blood cells by lysis and the denaturing of the hemoglobin released were measured for characterizing the typical irritative interactions of surfactants with whole cell structure.
- the result is expressed as L/D, the quotient of lysis (L) and denaturing (D). The smaller the L/D value, the more irritating is the substance or formulation.
- the Table shows that the irritating action of the betaines on the skin and mucous membrane increases with the length of the alkyl chain.
- the short-chain fatty acid amidopropyl betaines which are derived from caprylic and capric acids, exert practically no irritating effect.
- Mild surfactant formulations are produced from C 8 /C 10 betaine and coconut oil fatty acid amidopropyl betaine (coconut oil betaine) and differ with respect to their C 8 /C 10 betaine and coconut oil betaine content.
- the C 8 /C 10 betaine is composed of equal parts of C 8 and C 10 betaines.
- the coconut oil betaine is characterized by the following distribution of fatty acids:
- composition of the formulations and their irritant effect are listed in Table 2.
- Mild surfactant formulations are produced from C 8 /C 10 betaine and the surfactants described below. These formulations are compared with similar formulations based on C 12 betaine or coconut oil fatty acid amidopropyl betaine. In each case, the formulations contain 10% of active betaine substance and 5% of the active second surfactant substance. Aside from water, the formulations do not contain any other components.
- the C 8 /C 10 is composed of equal parts of C 8 betaine and C 10 betaine.
- the composition of the coconut oil fatty acid amidopropyl betaine is identical with that of the product used in Example 2.
- the surfactants used in addition to the betaines are:
- LSSDNa lauryl sulfosuccinate
- NaLSC sodium lauroyl sarcosinate
- APG lauroyl polyglucoside
- composition of the formulations and their irritant action determined by the RBC test, are listed in Table 3.
- Mild surfactant formulations are produced from C 8 /C 10 betaine and three other surfactants, which are described in Example 3.
- the formulations contain 5 to 10% C 8 /C 10 betaine and 10 to 5% of the disodium salt of lauryl sulfosuccinate (LSSDNa), sodium lauroyl sarcosinate (NaLSC) or sodium lauryl polyglucoside (APG).
- LSSDNa lauryl sulfosuccinate
- NaLSC sodium lauroyl sarcosinate
- APG sodium lauryl polyglucoside
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Abstract
Description
R--O(R.sup.1 O).sub.n --Z.sub.x
TABLE 1
______________________________________
Betaine L D L/D
______________________________________
C.sub.8 -Betaine
no hemolysis
>>100
C.sub.10 -Betaine
no hemolysis
>>100
C.sub.12 -Betaine
151 17 8.9
C.sub.14 -Betaine
13 9.2 1.4
C.sub.16 -Betaine
4.4 4.4 1.0
______________________________________
______________________________________
C.sub.8 -betaine
7.2%
C.sub.10 -betaine
5.8%
C.sub.12 -betaine
49.0%
C.sub.14 -betaine
18.6%
C.sub.16 -betaine
9.1%
C.sub.18 -betaine
10.3%
______________________________________
TABLE 2
______________________________________
Formula A B C D E
______________________________________
C.sub.8 /C.sub.10 -Betaine (%)
15 -- 5 7.5 10
Coconut Oil
Betaine (%) -- 15 10 7.5 5
Proportion of
100 13 42 57 72
C.sub.8 /C.sub.10 in betaine
(%)
L -- 24 37 51 75
D -- 8.4 3.2 2.2 2.2
L/D >>100 2.9 11 23 34
______________________________________
TABLE 3
______________________________________
LSSDNa NaLSC APG
L D L/D L D L/D L D L/D
______________________________________
C.sub.8 /C.sub.10 -betaine
* 22 >100 563 20 28 no hem
>>100
)
C.sub.12 -betaine
4 13 3.8 84 18 4.7 81 <1 >100
9
Coconut oil >100
betaine 2 4.6 4.8 36 12 3.0 46 <1
2
______________________________________
hem = hemolysis, *) = no complete hemolysis
TABLE 4
__________________________________________________________________________
Formulation
F G H I K L N N O
__________________________________________________________________________
C.sub.8 /C.sub.10
betaine(%)
10 7.5
5 10 7.5 5 10 7.5 5
LSSDNa (%)
5 7.5
10 -- -- -- -- -- --
NaLSC (%)
-- -- -- 5 7.5 10 -- -- --
APG (%)
-- -- -- -- -- -- -- 7.5 10
L * * * 563
409 307
** ** **
D 22 31 42 20 37 55 -- -- --
L/D >100
>100
>100
28.2
11.1
5.6
>>100
>>100
>>100
__________________________________________________________________________
* = no complete hemolysis
** = no hemolysis
______________________________________
Formulations
Face Lotions
______________________________________
Water 85.5%
Ethanol 5.0%
C.sub.8 /C.sub.10 Betaine.sup.1)
3.7%
Moisturizer.sup.2) 2.0%
Hamamelis Extract.sup.3) 2.0%
Glycerin-(6)-polyglycol ether caprylate/caprate.sup.4)
1.5%
Allantoin 0.3%
______________________________________
.sup.1) 50% aqueous solution
.sup.2) CTFA name: sodium lactate (and) sodium PCA (and) glycine (and)
fructose (and) urea (and) niacinamide (and) inotisotol (and) sodium
benzoate (and) lactic acid, commercially obtainable under the name of
LACTIL (Th. Goldschmidt, AG)
.sup.3) Commercially obtainable under the name of Extrapon Hamamelis
(Dragoco)
.sup.4) CTFA name: PEG6 caprylic/capric glycerides, commercially
obtainable under the name of TEGOSOFT GMC6 (Th. Goldschmidt AG)
______________________________________
Conditioning Shampoo
______________________________________
Water 43.1%
Sodium lauryl ether sulfate (28% aqueous
32.0%
solution).sup.5)
C.sub.8 /C.sub.10 betaine.sup.1)
22.0%
Polyacrylate-based thickener.sup.6)
2.0%
Cationic guar.sup.7) 0.5%
Cationic siloxane (50% solution in propylene
0.4%
glycol).sup.8)
Perfume 0.3%
______________________________________
.sup.5) CTFA name: Sodium laureth sulfate, commercially obtainable under
the name of Texapon N 25 (Henkel)
.sup.6) CTFA name: Acrylates steareth50 acrylate copolymer (and) laureth3
(and) propylene glycol, commercially obtainable under the name of ANTIL
208 (Th. Goldschmidt AG)
.sup.7) CTFA name: Guar hydroxypropyl trimonium chloride, commercially
obtainable under the name of Cosmedia Guar C261 (Henkel)
.sup.8) CTFA name: Quaternium 80, commercially obtainable under the name
of ABIL Quat 3272 (Th. Goldschmidt AG)
______________________________________
Shower Gel
______________________________________
Water 40.0%
Disodium lauryl ether sulfosuccinate.sup.9
17.3%
C.sub.8 C.sub.10 betaine.sup.1
17.0%
Lauryl polyglucoside.sup.10)
14.0%
Glycerin-(7)-polyglycol ether coconut oil fatty
5.0%
acid ester.sup.11)
Polyacrylate-based thickener.sup.6)
4.0%
NaCl 2.5%
Perfume 0.2%
______________________________________
.sup.9 CTFA name: Disodium laurethsulfosuccinate, commercially obtainable
under the name of TEGO SULFOSUCCINATE F 30 (Th. Goldschmidt)
.sup.10) CTFA name: Lauryl polyglucose, commercially obtainable under the
name of Plantaren 1200 (Henkel)
.sup.11) CTFA name: PEG7 glyceryl cocoate, commercially obtainable under
the name of TEGOSOFT GC (Th. Goldschmidt AG)
______________________________________
Baby Shampoo
______________________________________
Water 69.5%
Sodium lauryl ether sulfate (28% aqueous
15.0%
solution).sup.5)
Coconut oil fatty acid amidopropyl betaine.sup.12)
6.0%
Oleic acid/coconut oil fatty acid ester of
4.0%
glycerin-(18)-polyglycol ether.sup.13)
Tallow fatty acid esters of glycerin (30)-
3.0%
polyglycol ether.sup.14)
C8/C10 betaine.sup.1) 1.5%
NaCl 0.7%
Perfume 0.3%
______________________________________
.sup.12) CTFA name: Cocamidopropyl betaine, commercially obtainable under
the name of Tego Betaine F 50 (Th. Goldschmidt AG).
.sup.13) CTFA name: PEG18 glyceryl oleate/cocoate, commercially obtainabl
under the name of ANTIL 171 (Th. Goldschmidt AG).
.sup.14) CTFA name: PEG30 glyceryl stearate, commercially obtainable unde
the name of TAGAT S (Th. Goldschmidt AG)
Claims (5)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/843,552 US5792737A (en) | 1994-11-07 | 1997-04-18 | Mild, aqueous, surfactant preparation for cosmetic purposes and as detergent |
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4439642A DE4439642C1 (en) | 1994-11-07 | 1994-11-07 | Non irritant aq. surfactant formulations useful as mild shampoos, face lotions or body care prods. |
| DE4439642.2 | 1994-11-07 | ||
| US54990595A | 1995-10-30 | 1995-10-30 | |
| US08/843,552 US5792737A (en) | 1994-11-07 | 1997-04-18 | Mild, aqueous, surfactant preparation for cosmetic purposes and as detergent |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US54990595A Continuation-In-Part | 1994-11-07 | 1995-10-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US5792737A true US5792737A (en) | 1998-08-11 |
Family
ID=25941737
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US08/843,552 Expired - Lifetime US5792737A (en) | 1994-11-07 | 1997-04-18 | Mild, aqueous, surfactant preparation for cosmetic purposes and as detergent |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US5792737A (en) |
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| WO2003007892A3 (en) * | 2001-07-07 | 2003-12-11 | Beiersdorf Ag | Cosmetic and dermatological preparations containing electrolyte, for the treatment and active prevention of dry skin and other negative changes in the physiological homeostasis of the skin |
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